[Shilly]

I think you're expecting wayyyyyy too much out of him too fast. It's easy for players like us that have a lot of experience to underestimate the value of that experience, because even complex situations are basically hardwired into our brains and become automatic--while even the most mundane spots, like holding Q2o UTG, are a thought-provoking situation for a novice. Trying to jam tons of information into his brain isn't going to work at all, and he must understand that becoming a winning player isn't going to happen overnight. Give him a beginner's book (I haven't read it, but I'm sure GSIH is perfect) and let him fool around a bit on his own so that he can get a feel for the game before you start to teach him the more advanced concepts.